22135
(+)-Cedrol
≥99.0% (sum of enantiomers, GC)
Synonym(s):
(1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.01.5]undecan-8-ol
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About This Item
Empirical Formula (Hill Notation):
C15H26O
CAS Number:
Molecular Weight:
222.37
UNSPSC Code:
12352212
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-035-6
Beilstein/REAXYS Number:
2206347
MDL number:
Assay:
≥99.0% (sum of enantiomers, GC)
Form:
solid
Quality Segment
assay
≥99.0% (sum of enantiomers, GC)
form
solid
optical activity
[α]20/D +10.5±1°, c = 5% in chloroform
bp
273 °C (lit.)
mp
82-86 °C, 86-87 °C (lit.)
functional group
hydroxyl
SMILES string
C[C@@H]1CC[C@H]2C(C)(C)[C@H]3C[C@@]12CC[C@@]3(C)O
InChI
1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1
InChI key
SVURIXNDRWRAFU-OGMFBOKVSA-N
General description
(+)-Cedrol is a crystalline hydrated product of α-cedrene, which is a sesquiterpene found in cedar-wood oil. It can be used as a fragrance ingredient in cosmetics, shampoos, and soaps as well as in non-cosmetic products such as cleaners and detergents. (±) Cedrol can be synthesized by intramolecular Diels-Alder reaction of alkyl cyclopentadiene.
Application
(+)-Cedrol can be used as a starting material for the preparation of cedryl acetate by acetylation using acetic anhydride in the presence of an acid catalyst. It can also be incorporated as a precursor for the total synthesis of rare illicium sesquiterpene (+)-pseudoanisatin via selective C-H bond functionalization.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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